In this conversation we reflect on the art and practice of expert witnessing, drawing on our respective work writing declarations for and testifying in court on behalf of Central Americans and Mexicans in asylum and related proceedings. Like many experts, over the years we have become ever more precise in our portrayals of peril. And yet, at the same time, as anthropologists, and as humanistic scholars, we aspire to explore the complexity of human dilemmas—including the demands placed upon us and others in the practice of witnessing. Today we share our recent experiences in court and consider the possibilities of writing and thinking with integrity and respect for emergent migrant communities.